Regio- and Enantioselective Iridium-Catalyzed Amination of Racemic Branched Alkyl-Substituted Allylic Acetates with Primary and Secondary Aromatic and Heteroaromatic Amines

Seung Wook Kim, Leyah A. Schwartz, Jason R. Zbieg*, Craig E. Stivala*, Michael J. Krische*

*Genentech, Inc., 1 DNA Way, South San Francisco, California 94080; University of Texas at Austin, Austin, Texas 78712, United States, Email: zbieg.jasongene.com, stivala.craiggene.com, mkrischemail.utexas.edu

S. W. Kim, L. A. Schwartz, J. R. Zbieg, C. E. Stivala, M. J. Krische, J. Am. Chem. Soc., 2019, 141, 671-676.

DOI: 10.1021/jacs.8b12152

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Abstract

An air- and water-stable π-allyliridium complex catalyzes highly regio- and enantioselective Tsuji-Trost-type aminations of racemic branched alkyl-substituted allylic acetates with primary or secondary (hetero)aromatic amines.

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Regio- and Enantioselective Iridium-Catalyzed Amination of Alkyl-Substituted Allylic Acetates with Secondary Amines

W.-O. Jung, M. Yoo, M. M. Migliozzy, J. R. Zbieg, C. E. Stivala, M. J. Krische, Org. Lett., 2022, 24, 441-445.

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Key Words

allylic amines

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ID: J48-Y2019